Ethyl 2,2-bis(4-methylphenylsulfonamido)acetate to aromatic alpha-amino acids: stable substrates for catalytic arylation reactions
This paper reports the development of a novel methodology for the catalytic synthesis of aromatic alpha-amino acids, which involves the addition of aryl-organoboron reagents to alpha,alpha-ditosylamino esters derived from ethyl glyoxylate, using transition metal catalysts, like Rh and Pd. A library...
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| Format: | article |
| Language: | por |
| Published: |
2014
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| Online Access: | http://hdl.handle.net/10174/9971 |
| Country: | Portugal |
| Oai: | oai:dspace.uevora.pt:10174/9971 |
| Summary: | This paper reports the development of a novel methodology for the catalytic synthesis of aromatic alpha-amino acids, which involves the addition of aryl-organoboron reagents to alpha,alpha-ditosylamino esters derived from ethyl glyoxylate, using transition metal catalysts, like Rh and Pd. A library of alpha-amino esters (12 with Pd and 8 with Rh), was synthesized with moderate to excellent yields. A highest enantioselectivity of 30% ee was obtained using Hayashi's ligand. This method was applied to the synthesis of phenylglycine. |
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